JP2506397B2 - イソ酪酸とメタクリル酸の分離方法 - Google Patents
イソ酪酸とメタクリル酸の分離方法Info
- Publication number
- JP2506397B2 JP2506397B2 JP62505807A JP50580787A JP2506397B2 JP 2506397 B2 JP2506397 B2 JP 2506397B2 JP 62505807 A JP62505807 A JP 62505807A JP 50580787 A JP50580787 A JP 50580787A JP 2506397 B2 JP2506397 B2 JP 2506397B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- methacrylic acid
- mixture
- isobutyric
- component
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 title claims description 46
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 title claims description 25
- 238000000926 separation method Methods 0.000 title claims description 11
- 239000000203 mixture Substances 0.000 claims description 31
- 239000002253 acid Substances 0.000 claims description 18
- 238000004821 distillation Methods 0.000 claims description 15
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 14
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- BHIWKHZACMWKOJ-UHFFFAOYSA-N methyl isobutyrate Chemical compound COC(=O)C(C)C BHIWKHZACMWKOJ-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 8
- WDAXFOBOLVPGLV-UHFFFAOYSA-N isobutyric acid ethyl ester Natural products CCOC(=O)C(C)C WDAXFOBOLVPGLV-UHFFFAOYSA-N 0.000 claims description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- NAXKFVIRJICPAO-LHNWDKRHSA-N [(1R,3S,4R,6R,7R,9S,10S,12R,13S,15S,16R,18S,19S,21S,22S,24S,25S,27S,28R,30R,31R,33S,34S,36R,37R,39R,40S,42R,44R,46S,48S,50R,52S,54S,56S)-46,48,50,52,54,56-hexakis(hydroxymethyl)-2,8,14,20,26,32,38,43,45,47,49,51,53,55-tetradecaoxa-5,11,17,23,29,35,41-heptathiapentadecacyclo[37.3.2.23,7.29,13.215,19.221,25.227,31.233,37.04,6.010,12.016,18.022,24.028,30.034,36.040,42]hexapentacontan-44-yl]methanol Chemical compound OC[C@H]1O[C@H]2O[C@H]3[C@H](CO)O[C@H](O[C@H]4[C@H](CO)O[C@H](O[C@@H]5[C@@H](CO)O[C@H](O[C@H]6[C@H](CO)O[C@H](O[C@H]7[C@H](CO)O[C@@H](O[C@H]8[C@H](CO)O[C@@H](O[C@@H]1[C@@H]1S[C@@H]21)[C@@H]1S[C@H]81)[C@H]1S[C@@H]71)[C@H]1S[C@H]61)[C@H]1S[C@@H]51)[C@H]1S[C@@H]41)[C@H]1S[C@H]31 NAXKFVIRJICPAO-LHNWDKRHSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000010533 azeotropic distillation Methods 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 235000015241 bacon Nutrition 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 230000000447 dimerizing effect Effects 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S203/00—Distillation: processes, separatory
- Y10S203/22—Accessories
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US911,696 | 1986-09-26 | ||
| US06/911,696 US4671857A (en) | 1986-09-26 | 1986-09-26 | Method for separating methacrylic acid from isobutyric acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02500026A JPH02500026A (ja) | 1990-01-11 |
| JP2506397B2 true JP2506397B2 (ja) | 1996-06-12 |
Family
ID=25430708
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62505807A Expired - Lifetime JP2506397B2 (ja) | 1986-09-26 | 1987-09-14 | イソ酪酸とメタクリル酸の分離方法 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4671857A (fr) |
| EP (1) | EP0316367B1 (fr) |
| JP (1) | JP2506397B2 (fr) |
| WO (1) | WO1988002359A1 (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5523480A (en) * | 1994-03-28 | 1996-06-04 | Rohm And Haas Company | Process for purifying unsaturated carboxylic acids using distillation and melt crystallization |
| US5877345A (en) * | 1997-02-07 | 1999-03-02 | Rohm And Haas Company | Process for producing butyl acrylate |
| JP6160651B2 (ja) | 2015-04-09 | 2017-07-12 | ダイキン工業株式会社 | アクリル酸誘導体含有組成物、及びアクリル酸誘導体の安定化方法 |
| WO2016163551A1 (fr) * | 2015-04-09 | 2016-10-13 | ダイキン工業株式会社 | Composition contenant un dérivé d'acide acrylique, et procédé de stabilisation du dérivé d'acide acrylique |
| JP6889322B1 (ja) | 2020-09-30 | 2021-06-18 | 住友化学株式会社 | 組成物 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3414485A (en) * | 1967-05-17 | 1968-12-03 | Escambia Chem Corp | Process for drying methacrylic acid by extraction and azeotropic distillation |
| US3663375A (en) * | 1970-03-31 | 1972-05-16 | American Cyanamid Co | Separation of components from a reaction product mixture of water isobutyric acid and methacrylic acid by phase separation and distillations |
| DE2118905A1 (en) * | 1971-04-19 | 1972-12-21 | Separating water-isobutyric acid methacrylic acid mixtures | |
| US4142058A (en) * | 1977-12-08 | 1979-02-27 | Mitsubishi Rayon Co., Ltd. | Method of separating and purifying methacrylic acid |
| US4600795A (en) * | 1982-04-19 | 1986-07-15 | Ashland Oil, Inc. | Preparation and recovery of methacrylic acid and its esters |
-
1986
- 1986-09-26 US US06/911,696 patent/US4671857A/en not_active Expired - Lifetime
-
1987
- 1987-09-14 WO PCT/US1987/002319 patent/WO1988002359A1/fr not_active Ceased
- 1987-09-14 JP JP62505807A patent/JP2506397B2/ja not_active Expired - Lifetime
- 1987-09-14 EP EP87906362A patent/EP0316367B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPH02500026A (ja) | 1990-01-11 |
| EP0316367B1 (fr) | 1991-07-24 |
| WO1988002359A1 (fr) | 1988-04-07 |
| EP0316367A1 (fr) | 1989-05-24 |
| US4671857A (en) | 1987-06-09 |
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